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Goldie Hawn For the January 1985 issue , Goldie Hawn posed in a giant martini glass on the cover of Playboy. Photo : Ralph Dominguez/MediaPunch /IPX. Madonna Madonna looked like an absolute pop.

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1. Drew Barrymore - January, 1995 Nobody has ever used Playboy more perfectly than this. During a stretch of her career that sported titles such as THE AMY FISHER STORY, DOPPELGANGER, and WAXWORK.

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Donna Michelle, the 1964 Playmate of the Year, contorts herself into the Playboy bunny logo. Uncomfortable, probably, but impossible not to stare at. Playboy Enterprises 4/15 June 1965.

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New York Bunny Helena Antonaccio. *Courtesy of *Playboy. Benton, Hefner, and Bunnies disembark from The Big Bunny, Hefner's private DC-9, in New York, circa 1970. Photograph by Sam.

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